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Cyclo (L-His-L-Pro)

CAT: 0926-FC49257-01Size: 0.05 gDry Ice: NoHazardous: No
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CAS Number
53109-32-3
Synonyms
Cyclo (-His-Pro)
MDL Number
MFCD00133207
Smiles
C1C[C@H]2C (=O) N[C@H] (C (=O) N2C1) CC3=CN=CN3
Molecular Formula
C11H14N4O2
Molecular Weight
234.25 g/mol
Controlled
No

Chemical Information

Cyclo(his-pro)

Cyclo(L-His-L-Pro) is a homodetic cyclic peptide resulting from the formal condensation of both the amino and acid groups of L-histidine with the acid and amino groups of L-proline. It is a metabolite of thyrotropin-releasing hormone (TRH). It has a role as a dopamine uptake inhibitor, an anti-inflammatory agent and a human blood serum metabolite. It is a homodetic cyclic peptide, a member of imidazoles, a dipeptide and a pyrrolopyrazine. It is functionally related to a L-histidine and a L-proline.

CAS Number53109-32-3
PubChem CID449094
IUPAC Name(3S,8aS)-3-(1H-imidazol-5-ylmethyl)-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione
Molecular FormulaC11H14N4O2
Molecular Weight234.25
XLogP-0.4
Topological Polar Surface Area78.1
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count2
Heavy Atom Count17
Formal Charge0
Complexity346
SMILES
C1C[C@H]2C(=O)N[C@H](C(=O)N2C1)CC3=CN=CN3
InChI
InChI=1S/C11H14N4O2/c16-10-9-2-1-3-15(9)11(17)8(14-10)4-7-5-12-6-13-7/h5-6,8-9H,1-4H2,(H,12,13)(H,14,16)/t8-,9-/m0/s1
InChIKey
NAKUGCPAQTUSBE-IUCAKERBSA-N
Chemical Structure
2D Structure
2D structure of Cyclo(his-pro)
CAS: 53109-32-3
CID: 449094
Formula: C11H14N4O2
MW: 234.25
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight234.25
XLogP3-0.4
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count2
Exact Mass234.11167570
Monoisotopic Mass234.11167570
Topological Polar Surface Area78.1 Ų
Heavy Atom Count17
Formal Charge0
Complexity346
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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